Water → HCID 9884349, compound

HRID 1792771Notes

Reaction equation

HRID 1792771 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:18]=[CH:17][C:13]3[O:14][CH2:15][O:16][C:12]=3[CH:11]=2)[C:5]([C:19]#[N:20])=[C:4]([SH:21])[N:3]=1.Br[CH2:23][CH2:24][OH:25].C(=O)(O)[O-].[Na+].O>CN(C=O)C>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:18]=[CH:17][C:13]3[O:14][CH2:15][O:16][C:12]=3[CH:11]=2)[C:5]([C:19]#[N:20])=[C:4]([S:21][CH2:23][CH2:24][OH:25])[N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 108982-BromoethanolHCID 516892Sodium BicarbonateHCID 178510473HCID 178510473, compound

Product 1

HCID 9884349HCID 9884349, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

75 mg (0.19 mmol) of 2-amino-4-(1,3-benzodioxol-5-yl)-6-sulfanyl-3,5-pyridinedicarbonitrile [prepared analogously to Dyachenko et al., Russian Journal of Chemistry 33 (7), 1014–1017 (1997); 34 (4), 557–563 (1998)] and 47 mg (0.38 mmol) of 2-bromoethanol and 63 mg (0.75 mmol) of sodium bicarbonate are stirred in 1 ml of DMF at room temperature overnight. Water is then added, and the precipitated product is filtered off with suction and dried under reduced pressure.

Workup

  1. filtrationthe precipitated product is filtered off with suction
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-59d1004777cc4d44834ff3f01f0bfc24
Source dataset
uspto-grants-2006_07
Patent number
US07078417B2

Reaction notes

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